$1,500,000
22410 Jolly Roger Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,674,544
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
22410 Jolly Roger Dr, Summerland Key, FL 33042
$1,030,000
22521 Jolly Roger Dr, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $1,100,994
Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)
22521 Jolly Roger Dr, Cudjoe Key, FL 33042
$910,000
151 Cutthroat Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $920,617
Last Listing Agent Heather Bennett Florida Keys Real Estate Co. (KW)
151 Cutthroat Dr, Summerland Key, FL 33042
$950,000
1129 Hawksbill Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,014,906
Last Listing Agent Sean Farrer Coldwell Banker Schmitt RE Co
1129 Hawksbill Ln, Summerland Key, FL 33042
$630,000
22970 Sharp Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $656,089
Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC
22970 Sharp Ln, Summerland Key, FL 33042
$268,000
701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $269,729
Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)
701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
$1,937,500
1058 Buttonwood Dr E, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,906,466
Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty
1058 Buttonwood Dr E, Summerland Key, FL 33042
$5,000,000
24200 Overseas Hwy, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $4,618,358
Last Listing Agent Sylvia Werling Keller Williams Key West Compass Realty
24200 Overseas Hwy, Summerland Key, FL 33042
$2,000,000
1330 Sugarloaf Blvd, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $2,152,594
Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC
1330 Sugarloaf Blvd, Summerland Key, FL 33042
$55,000
Lot 2 Rainbow Beach, Big Torch Key, FL 33042
Last Sold Summary
Last Listing Agent Pamela Stangler Expert Realty LLC
Lot 2 Rainbow Beach, Big Torch Key, FL 33042
$280,000
701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
Last Sold Summary
Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)
701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
$2,250,000
24266 Caribbean Dr W, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $2,256,263
Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty
24266 Caribbean Dr W, Summerland Key, FL 33042
$775,000
22939 Privateer Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $774,846
Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC
22939 Privateer Dr, Summerland Key, FL 33042
$3,150,000
270 E Caribbean Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $3,070,667
Last Listing Agent Sandra Tuttle Island Welcome Real Estate
270 E Caribbean Dr, Summerland Key, FL 33042
$4,275,000
231 E Shore Dr Unit 7, Key West, FL 33040
Last Sold Summary
Last Listing Agent Stephanie Marinucci Serhant
231 E Shore Dr Unit 7, Key West, FL 33040
$600,000
19557 Mayan St, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $627,743
Last Listing Agent Lola McKee eXp Realty LLC
19557 Mayan St, Summerland Key, FL 33042
$3,150,000
225 Colson Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $3,342,758
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
225 Colson Dr, Summerland Key, FL 33042
$207,000
701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $208,609
Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture
701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
$310,000
701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $318,560
Last Listing Agent Carmen Brake Waterfront Keys Realty Inc.
701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
$1,550,000
15 Bay Dr, Key West, FL 33040
Last Sold Summary
Current Estimated Value $1,670,649
Last Listing Agent Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty
15 Bay Dr, Key West, FL 33040
$817,500
22878 Privateer Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $818,350
Last Listing Agent Pamela Stangler Expert Realty LLC
22878 Privateer Dr, Summerland Key, FL 33042
$75,000
0 Asturias Rd, Cudjoe Key, FL 33042
Last Sold Summary
Last Listing Agent Maryann Warren Prudential Keyswide Properties
0 Asturias Rd, Cudjoe Key, FL 33042
$49,000
Lot 24 Rainbow Beach, Big Torch Key, FL 33042
Last Sold Summary
Last Listing Agent Pamela Stangler Expert Realty LLC
Lot 24 Rainbow Beach, Big Torch Key, FL 33042
$2,675,000
20844 4th Ave W, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $2,666,734
Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty
20844 4th Ave W, Summerland Key, FL 33042
$830,000
22738 Blackbeard Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $864,164
Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
22738 Blackbeard Ln, Summerland Key, FL 33042
$1,105,000
22946 Bluegill Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,125,577
Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt RE Co.
22946 Bluegill Ln, Summerland Key, FL 33042
$1,075,000
110 Doubloon Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,060,317
Last Listing Agent Sandra Tuttle Island Welcome Real Estate
110 Doubloon Ln, Summerland Key, FL 33042
$560,000
22963 Anne Bonny Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $580,735
Last Listing Agent Judith Exposito Luxe Properties
22963 Anne Bonny Ln, Summerland Key, FL 33042
$810,000
57 Palm Dr, Key West, FL 33040
Last Sold Summary
Current Estimated Value $827,920
Last Listing Agent Suzanne Moore Suzanne Moore Real Estate
57 Palm Dr, Key West, FL 33040
$840,207
131 Doubloon Ln, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $972,572
Last Listing Agent Jenifer Hirsch Bluescape Real Estate
131 Doubloon Ln, Summerland Key, FL 33042
$75,000
Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
Last Sold Summary
Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)
Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
$340,000
0 Overseas Hwy, Summerland Key, FL 33042
Last Sold Summary
Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys
0 Overseas Hwy, Summerland Key, FL 33042
$2,450,000
17385 Keystone Rd, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $2,837,733
Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty
17385 Keystone Rd, Summerland Key, FL 33042
$205,000
701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
Last Sold Summary
Last Listing Agent Lisa Carter Florida Keys Realty, Inc.
701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
$1,700,000
22562 Jolly Roger Dr, Summerland Key, FL 33042
Last Sold Summary
Current Estimated Value $1,683,143
Last Listing Agent Krystal Thomas eXp Realty LLC
22562 Jolly Roger Dr, Summerland Key, FL 33042
$1,400,000
142 Peg Leg Ln, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $1,509,137
Last Listing Agent NON-MLS MEMBER MAR NON MLS MEMBER
142 Peg Leg Ln, Cudjoe Key, FL 33042
$2,800,000
22967 Redfish Ln, Cudjoe Key, FL 33042
Last Sold Summary
Current Estimated Value $2,872,240
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
22967 Redfish Ln, Cudjoe Key, FL 33042
$700,000
701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042
Last Sold Summary
Last Listing Agent Holly Burger RE/MAX Keys Connection (KW)
701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042
$291,000
701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
Last Sold Summary
Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture
701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
$1,410,000
17152 Marlin Dr, Sugarloaf Key, FL 33042
Last Sold Summary
Current Estimated Value $1,399,166
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
17152 Marlin Dr, Sugarloaf Key, FL 33042Showing Results 1 - 40, Page 1 of 5
Copyright © 2026 CoStar Group
